tert-butyl 2-(((2,4-bis(((tert-butoxycarbonyl)amino)methyl)benzyl)(5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-1H-benzo[d]imidazole-1-carboxylate | 421551-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: tert-butyl 2-(((2,4-bis(((tert-butoxycarbonyl)amino)methyl)benzyl)(5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-1H-benzo[d]imidazole-1-carboxylate
• 英文别名: Tert-butyl 2-[[[2,4-bis[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]phenyl]methyl-(5,6,7,8-tetrahydroquinolin-8-yl)amino]methyl]benzimidazole-1-carboxylate
• CAS: 421551-94-2
• 化学式: C₄₁H₅₄N₆O₆
• 分子量: 726.916
• InChiKey: AHPZOJWTIUHDHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  53
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  137
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-(((2,4-bis(((tert-butoxycarbonyl)amino)methyl)benzyl)(5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-1H-benzo[d]imidazole-1-carboxylate 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 反应 0.17h， 以60%的产率得到[4-((((1H-benzo[d]imidazol-2-yl)methyl)(5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-1,3-phenylene]diamethanamine
  参考文献：
  名称：

  Synthesis and SAR of novel CXCR4 antagonists that are potent inhibitors of T tropic (X4) HIV-1 replication

  摘要：

  An early lead from the AMD070 program was optimized and a structure-activity relationship was developed for a novel series of heterocyclic containing compounds. Potent CXCR4 antagonists were identified based on anti-HIV-1 activity and Ca(2+) flux inhibition that displayed good pharmacokinetics in rat and dog. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.023
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 2.0h， 以71 mg的产率得到tert-butyl 2-(((2,4-bis(((tert-butoxycarbonyl)amino)methyl)benzyl)(5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-1H-benzo[d]imidazole-1-carboxylate
  参考文献：
  名称：

  Synthesis and SAR of novel CXCR4 antagonists that are potent inhibitors of T tropic (X4) HIV-1 replication

  摘要：

  An early lead from the AMD070 program was optimized and a structure-activity relationship was developed for a novel series of heterocyclic containing compounds. Potent CXCR4 antagonists were identified based on anti-HIV-1 activity and Ca(2+) flux inhibition that displayed good pharmacokinetics in rat and dog. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.023

文献信息

• Chemokine receptor binding heterocyclic compounds
  申请人：——

  公开号：US20030028022A1

  公开（公告）日：2003-02-06

  Compounds which modulate chemokine receptor activities are disclosed. These compounds are preferably tertiary amines comprising tetrahydroquinoline and benzimidazole.

  本发明揭示了调节趋化因子受体活性的化合物。这些化合物通常为包含四氢喹啉和苯并咪唑的三级胺。
• CHEMOKINE RECEPTOR BINDING HETEROCYCLIC COMPOUNDS
  申请人：ANORMED INC.

  公开号：EP1317451B1

  公开（公告）日：2006-08-09
• US6734191B2
  申请人：——

  公开号：US6734191B2

  公开（公告）日：2004-05-11
• US7091217B2
  申请人：——

  公开号：US7091217B2

  公开（公告）日：2006-08-15
• US7807694B2
  申请人：——

  公开号：US7807694B2

  公开（公告）日：2010-10-05